ITINERARY

THIS ITINERARY IS SUBJECT TO CHANGE as we get closer to the trip.  Day trips and other experiences may be changed (for the better!) 

Days 1–5: Cape Town (5 Nights)

Stay: Victoria & Alfred Hotel – Set directly on the waterfront, this hotel offers front-row access to Cape Town’s most iconic harbor, with Table Mountain as your constant backdrop.

Day 1: Arrival & Waterfront Ease

Arrive in Cape Town and transfer to the Victoria & Alfred Hotel. After check-in, spend the afternoon exploring the V&A Waterfront, an energetic mix of ocean views, design-forward shops, and excellent casual dining. It’s the ideal, low-effort introduction to the city after a long journey.

Day 2: Table Mountain, Bo-Kaap & A Layered Evening

Begin the day with a cableway ride up Table Mountain, one of the New Seven Wonders of Nature, known for its dramatic flat summit and sweeping panoramic views over the Atlantic and city below.

In the afternoon, explore the vibrant neighborhood of Bo-Kaap, famous for its vividly painted homes and rich Cape Malay heritage—one of the most visually striking areas in Cape Town.

Lunch at Bo-Kaap Kombuis – A beloved local spot offering traditional Cape Malay cuisine with sweeping city views.

In the evening:

Dinner at Galjoen – A hyper-seasonal, seafood-focused restaurant that celebrates South Africa’s coastline in a refined yet relaxed way.Drinks at The Art of Duplicity – A hidden speakeasy that feels like stepping into a secret 1920s world, where every detail is theatrical, immersive, and just a little bit mysterious.

Day 3: Markets & Constantia Valley

Start your morning at the lively Oranjezicht City Farm Market, known for its beautifully curated stalls, local produce, and relaxed, design-conscious crowd.

Take a private bus to continue to Groot Constantia, South Africa’s oldest wine estate, where Cape Dutch architecture, history, and wine culture come together in a uniquely atmospheric setting.

Lunch at La Colombe – Consistently ranked among the best restaurants in the world, offering an artful, multi-sensory dining experience set in the lush Constantia Valley.Enjoy a late dinner on your own back at the waterfront or in the city.

Day 4: Cape Peninsula, Chapman’s Peak & Penguins

Set out on a full-day Cape Peninsula tour, one of the most breathtaking coastal routes in the world. Drive along Chapman’s Peak Drive, a winding cliffside road carved into the mountains, with dramatic ocean views that feel almost cinematic.

Continue on to:

Cape Point Lighthouse – Perched at the edge of the continent, where rugged cliffs meet the open ocean.Lunch at Chef’s Warehouse at Tintswalo Atlantic – Set right above the ocean, this is one of the most spectacular dining locations in Cape Town, known for its inventive small plates and unforgettable views.Boulders Beach – Home to a protected colony of African penguins, offering a rare chance to see them up close in their natural habitat. Enjoy a late dinner on your own back at the waterfront or in the city.

Day 5: Open Day + Group Evening

Enjoy a flexible day to experience Cape Town at your own pace, with a curated list of local recommendations for shopping, eating and exploring.

Regroup in the evening:

Sunset cocktails at The Gin Bar – A tucked-away courtyard bar specializing in botanical, locally inspired cocktails.Dinner at Thali – A vibrant, share-style Indian dining experience that’s energetic, flavorful, and perfect for a group setting.

Days 6–8: Safari in Hoedspruit (2 Nights)

Flight: Cape Town (CPT) → Hoedspruit (HDS)
Stay: Safari Moon Luxury Bush Lodge – An intimate, design-forward lodge offering a more boutique safari experience with personalized service.

Day 6: Into the Bush

Arrive in Hoedspruit and transfer to Safari Moon. After settling in, head out on your first sunset game drive, when the bush begins to come alive and wildlife is most active.

Dinner will be served in a traditional boma setting, creating an immersive introduction to safari culture under the stars.

Day 7: The Big Five

Depart early for a guided game drive through Kruger National Park, one of the most extraordinary wildlife reserves on earth: vast, untamed, and teeming with life, where each moment feels cinematic and every sighting, from a distant elephant herd to a resting lion, feels genuinely rare and thrilling.

Return to the lodge for rest and relaxation before dinner.

Day 8: Return to Cape Town

Transfer to Hoedspruit Airport for your flight back to Cape Town, continuing onward to the Winelands.

Days 8–11: The Winelands (3 Nights)

Stay: Spier Hotel & Wine Farm – A beautifully restored farm blending wine, art, and understated luxury in a serene setting.

Day 8: Stellenbosch Arrival

Arrive at Spier and spend the afternoon enjoying the farm’s offerings such as wine tastings, curated art, and peaceful open spaces.

Later, explore the town of Stellenbosch, known for its oak-lined streets and Cape Dutch architecture.

Walk to dinner at De Eetkamer – A stylish, intimate dining space offering globally inspired small plates that feel both creative and approachable.

Day 9: Franschhoek & Wine Route Day

Begin your morning early at La Cotte Farm, a charming café set on a working farm, perfect for a slow start with excellent coffee and pastries.

Explore Franschhoek on foot, a picturesque village known for its French heritage, boutique shops, and art galleries.

After exploring the town, the group with stop at:

La Motte Wine Estate – Known for its refined wines and beautifully curated tasting experiences, enjoy wine tasting and cheese plattersBoschendal – A historic estate with sprawling lawns, ideal for a relaxed picnic and wandering the grounds.

In the evening:

Dinner at Hōseki at Delaire Graff Estate – An intimate Japanese fine dining experience set within one of the most visually stunning wine estates in the region.

Day 10: Babylonstoren & Private Braai

Visit Babylonstoren, one of the most iconic farm estates in South Africa, celebrated for its extraordinary gardens, design-forward spaces, and farm-to-table philosophy.

Enjoy breakfast in the greenhouse, wander through the gardens, and explore the farm shop.

Return to Spier for downtime before a special farewell evening:

A private braai (South African barbecue) prepared by Chef Jaco at a local farm—an intimate, authentic, and memorable final night.

Day 11: Departure

Enjoy a relaxed breakfast at Spier before transferring to Cape Town International Airport for your onward journey home.


Enjoy top notch amenities: swimming pool, spa and wellness center, camel treks on property, private waterhole and night viewing bar.

Game drive on the way, arriving in time for lunch. Dinner is at the lodge.

Day 6: July 21

Ol Pejeta Conservancy

More info?

Pricing/Terms

10 days/9 nights

Price until 12/31/25: $10,500/pp Double Occupancy / $2000 single supplement (see deposit and payment details below)  After 12/31/25: $10.950/pp DO 

50% of cost of trip due upon booking. Then, balance of full cost of trip due by 1/15/26. All payments are non-refundable. Payments made by check only. While our trips feature smaller groups for maximum enjoyment and interaction, this trip is subject to a low minimum number of guests. Please do not buy airfare until we inform you that the minimum has been met. 

LYNNE WILL HELP YOU WITH ALL PRE-TRIP ARRANGEMENTS. VISAS, TRAVEL LOGISTICS, ETC

While our trips feature smaller groups for maximum enjoyment and interaction, this trip is subject to a low minimum number of guests. Please do not buy airfare until we inform you that the minimum has been met.

WHAT IS/ISN’T INCLUDED:

What is included:

  • Accommodation as stipulated in the itinerary.

  • Transportation in a Liberty Land Cruiser vehicle with pop-up roof for easy game viewing & photography.

  • Services of an English-speaking driver-guide, game viewing drives and parks entrance feesas indicated in the itinerary.

  • All Government taxes and levies.-

  • All meet and greet services.

  • All arrival and departure transfers.

  • 24 hours stand-by contact number.

  • Meals as indicated in the itinerary.

  • Internal flights as indicated: Kamok – Mara - Wilson

  • Two-way long range high frequency radio communication in each vehicle.

  • Inclusions at Karen Blixen Cottage: Bed and Breakfast

  • Inclusions at Basecamp Samburu: Full board accommodation

  • Inclusions at Sweetwaters Camp: Full Board accommodation

  • Inclusions at Sarova Mara Camp: Full Board accommodation

  • Park fees

  • Bush Meals and Sundowner where indicated

  • Selected drinks during dinner

  • Dayroom at Four Points Hotel 

Not included:

1. All items of personal nature e.g. telephone call bills, fax/email bills etc. Tips and gratuities to hotel, lodges, camp staff and driver- guide(s). Suggested: 

  • Driver/Guide: $150 per person or more (at the end of the trip)

  • Hotel/Lodge staff:  $5 per person per day

  • Porters: $2 to $3 per bag (approximately $20 total)

2. Alcoholic and non-alcoholic drinks unless stated otherwise.

3. Any international flight and depature taxes.

4. Laundry services.

5. Any other item(s) not included in our itinerary.

6. Visa fees ($50 per person)

7. Balloon ride ($600/pp)

DIETARY RESTRICTIONS: This is called Portland Food ADVENTURES for a reason. Our trips are not great for people with restrictive food issues or preferences. Plus, on this trip, you will have the opportunity to try things you may not have ever had before.

MOBILITY: Also, you must be able to walk without issue and negotiate stairs.

Lastly, our groups are really fun, and we want to make sure we keep them that way. So, if you’re a flexible, open traveler who appreciates the opportunity to sit back and let us do the planning and the legwork while you eat and drink really well, this trip is for you. If you need to be in complete control of your schedule, and need to know what’s happening months in advance on Friday at 3pm during the trip, this may not be the best way for you to travel. Our guests who put this in our hands report the times of their lives!!

We can help you with excursions before, during and after as well. ASK ABOUT EXTENDING THIS TRIP TO ZANZIBAR.

YOU ARE WELCOME AND ENCOURAGED TO CALL CHRIS AT 503 314 4221 TO DISCUSS THE TRIP BEFORE OR AFTER MAKING YOUR DEPOSIT.  THERE MAY BE SPECIAL OFFERS AVAILABLE ONLY OVER THE PHONE!!

Getting to and from Nairobi:

While you will book your own flights, for those of you embarking from Portland, we suggest looking into the direct Delta/KLM flight to Amsterdam and then on to Nairobi. Just one stop each way. It looks like this:

Portland to Nairobi

Round-trip, 1 Traveler

PDX → NBO

1 stop • 22h 45m

1:15 pm - 7:35 am(9h 20m)

Arrives Next Day

Portland (PDX) - Schiphol (AMS)

Overnight flight

Delta 9219

Operated by KLM

Layover 4h 40m•Change planes in Amsterdam (AMS)

12:15 pm - 10:00 pm(8h 45m)

Schiphol (AMS) - Jomo Kenyatta Intl (NBO)

Delta 9585

Operated by KLM

NBO → PDX

1 stop • 21h 21m

11:59 pm - 8:00 am(9h 01m)

Arrives Next Day

Jomo Kenyatta Intl (NBO) - Schiphol (AMS)

Overnight flight

Delta 9567

Operated by KLM

2h 25m•Change planes in Amsterdam (AMS)

10:25 am - 11:20 am(9h 55m)

Schiphol (AMS) - Portland (PDX)

Delta 9216

CONTACT US TO BOOK!

Lynne Gross:  Your passionate and experienced safari designer

I have been taking clients to Kenya for 10 years and my good friend, driver, and safari partner Evans has been with me on every trip! We are both passionate about Kenya and the safari experience. Evans speaks impeccable English and he is an expert in guiding safaris. He will amaze you with his knowledge of Kenya, its wildlife, people, and ecosystems.

Evans and I will be your escorts every day. We will cater to your needs, stop for interesting sights, take detours for the best viewing, and make any other changes on the fly to help you enjoy a truly immersive experience. We also have a full tour company of professionals in the Nairobi office who handle your reservations and arrangements. We can contact them by phone during the safari if we need them to call ahead to lodges, order special room accommodations, picnic lunches, or other things to make your safari the best it can be.

Safari planning takes several months before we leave home. I will work with you in person and on the phone during that time making sure this is a perfect trip for you. I will send you reminders during the lead-up to your departure.

My goal is to make you feel cared for and connected to Africa. Leave everything up to me and enjoy the delightful anticipation of your upcoming safari.